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Medicare Insurance Agent Jobs in Wisconsin (NOW HIRING)

$20/hr

  • Medical

As a Licensed Health Insurance Agent - Medicare, you'll provide consultative sales support to customers exploring Medicare health plans. You'll use your product knowledge, communication skills, and ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent - Medicare, you'll provide consultative sales support to customers exploring Medicare health plans. You'll use your product knowledge, communication skills, and ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent - Medicare, you'll provide consultative sales support to customers exploring Medicare health plans. You'll use your product knowledge, communication skills, and ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent - Medicare, you'll provide consultative sales support to customers exploring Medicare health plans. You'll use your product knowledge, communication skills, and ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent - Medicare, you'll provide consultative sales support to customers exploring Medicare health plans. You'll use your product knowledge, communication skills, and ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent - Medicare, you'll provide consultative sales support to customers exploring Medicare health plans. You'll use your product knowledge, communication skills, and ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent - Medicare, you'll provide consultative sales support to customers exploring Medicare health plans. You'll use your product knowledge, communication skills, and ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent - Medicare, you'll provide consultative sales support to customers exploring Medicare health plans. You'll use your product knowledge, communication skills, and ...

Posted today

Be Seen First

Medicare Customer Advisor Licensed Insurance Agent

Milwaukee, WI ยท On-site

$39K - $54K/yr

  • Medical

  • Dental

  • PTO

Fully Remote Seasonal Position Position Overview We are seeking licensed insurance professionals to join a remote team assisting Medicare customers during the Annual Enrollment Period. The selected ...

New

$20/hr

  • Medical

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

Posted today

$20/hr

  • Medical

As a Licensed Health Insurance Agent, you'll provide consultative sales support to customers exploring health insurance options. We have opportunities available supporting both Medicare and Under 65 ...

Posted today

WI-Rhinelander Insurance Agent

WI ยท On-site

$49K - $200K/yr

  • Medical

  • Retirement

Educate the retirement community on products from various carriers. * Assist Medicare beneficiaries ... Health and Life insurance license OR willing to obtain a license * Ability to pass a criminal ...

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Showing results 1-20

Medicare Insurance Agent information

See Wisconsin salary details

$25.2K

$65.6K

$122.6K

How much do medicare insurance agent jobs pay per year?

As of Aug 17, 2026, the average yearly pay for medicare insurance agent in Wisconsin is $65,630.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,900.00 and $77,700.00 per year, depending on experience, location, and employer.

What is the difference between Medicare Insurance Agent vs Health Insurance Agent?

AspectMedicare Insurance AgentHealth Insurance Agent
Required CertificationsMedicare certification, state licensingState licensing, general health insurance licenses
Work EnvironmentPrimarily sales and client consultations, insurance agencies, or independentSales, client consultations, insurance agencies, or independent
Employer & Industry UsageSpecializes in Medicare plans for seniorsBroader health plans including individual, family, and group insurance

Medicare Insurance Agents focus specifically on Medicare plans for seniors and require specialized certifications. Health Insurance Agents handle a wider range of health plans for various demographics. While both roles involve sales and client advising, Medicare Insurance Agents typically work within the Medicare niche, whereas Health Insurance Agents cover broader health coverage options.

What are the key skills and qualifications needed to thrive as a Medicare Insurance Agent?

To thrive as a Medicare Insurance Agent, you need in-depth knowledge of Medicare plans, strong sales acumen, and a valid state insurance license. Familiarity with CRM software, quoting tools, and Medicare enrollment platforms is typically required, along with AHIP certification. Exceptional interpersonal skills, active listening, and the ability to clearly explain complex insurance options help agents build trust and guide clients effectively. These skills ensure agents can navigate regulations, meet client needs, and maintain compliance in a highly regulated, client-focused industry.

How do Medicare Insurance Agents typically balance client acquisition with providing ongoing support to existing clients?

Medicare Insurance Agents often juggle the dual responsibilities of acquiring new clients while ensuring excellent service to their current clients. Agents usually allocate specific times for outreach and marketing, such as networking events or following up on leads, while setting aside dedicated hours each week for policy reviews, answering questions, and assisting clients with claims or plan changes. Many agencies provide tools and customer relationship management systems to help agents manage their workload efficiently. Striking this balance is key to building a strong client base and maintaining long-term relationships, both of which are essential for career growth in this field.

What is a Medicare Insurance Agent?

Medicare Insurance Agents are licensed professionals who help individuals understand, compare, and enroll in Medicare health and prescription drug plans. They provide guidance on the different parts of Medicare, such as Parts A, B, C, and D, and help clients choose coverage that best fits their healthcare needs and budget. Agents can represent one or multiple insurance carriers and are required to follow strict regulations to ensure clients make informed decisions. Their services are typically offered at no additional cost to the consumer, as they are compensated by the insurance companies.

What cities in Wisconsin are hiring for Medicare Insurance Agent jobs?

Cities in Wisconsin with the most Medicare Insurance Agent job openings:

Infographic showing various Medicare Insurance Agent job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $65,630 per year, or $31.6 per hour.

Medicare & Health Insurance Agent

Burns Insurance Agency LLC

Marshfield, WI โ€ข On-site

Full-time

Medical, Life

Re-posted 13 days ago


Job description

The Medicare & Health Insurance Agent is responsible for providing professional guidance and service to Medicare-eligible individuals and health insurance clients. This position assists clients with Medicare Advantage and Supplement plans, Medicare Part D prescription drug plans, individual health insurance products, and related coverage options while maintaining compliance with all carrier and regulatory requirements.


The Medicare & Health Insurance Agent serves as a trusted advisor by educating clients, reviewing coverage needs, assisting with enrollment and policy changes, and providing ongoing service after the sale. This position is expected to maintain strong relationships with clients while supporting the agency's commitment to exceptional customer service, retention, and profitable growth.


Salary/commissions/bonuses will be based on experience and whether full or part time.


Benefits

Work from Home

Flexible Schedule

Mon-Fri Schedule


Responsibilities

Conduct Medicare & health insurance reviews with prospective and existing clients.

Educate clients regarding Medicare Parts A, B, C, and D

Present Medicare Advantage and Supplement plan options based on client needs and eligibility.

Assist clients with Medicare Part D prescription drug plan comparisons and enrollments

Present individual health insurance options when appropriate.

Maintain high client retention levels through proactive communication and service


Requirements

Wisconsin Insurance License (Life and Health)

Ability to maintain carrier certifications and appointments

Strong communication and customer service skills

Ability to explain complex insurance concepts in a simple manner

Proficiency with computer systems and agency management software

Strong organizational and time management skills

Ability to work independently while contributing to a team environment.


Preferred Medicare insurance experience including AHIP Certification and

experience with Medicare Advantage and Supplement and Part D products